What should I be aware of before moving from Long Island to Chicago?

Q: What should I be aware of before moving from Long Island to Chicago?
A: Moving from Long Island to Chicago means preparing for a Midwestern city lifestyle that combines affordability, big-city culture, and harsh winters. Here’s what you need to be aware of — and how Eric Berman with Compass Real Estate can guide your transition.

Cost of Living & Lifestyle Comparison

Chicago’s cost of living is generally lower than Long Island’s. Housing prices are more affordable, though property taxes in Illinois can be high depending on the county. Everyday expenses such as dining, utilities, and transportation also tend to cost less compared to Long Island.

Lifestyle differences are notable. Long Island emphasizes suburban living with beaches and proximity to New York City, while Chicago offers an urban environment with vibrant neighborhoods, lakefront access, and a strong cultural scene.

Employment & Opportunities

Chicago is a major U.S. economic hub, with industries in finance, healthcare, logistics, technology, and manufacturing. The city is home to Fortune 500 companies such as Boeing, United Airlines, and McDonald’s.

Unlike Long Island, where commuting to Manhattan dominates, Chicago professionals often work within the city’s central business district or suburban corporate campuses. The job market is diverse and growing, making it appealing to professionals relocating from New York.

Education & Schools

Chicago’s public school system is large and varied, with some high-performing schools but also areas with challenges. Families often consider suburban districts in towns like Naperville, Hinsdale, or Evanston, which rank among the best in Illinois.

The city is also home to respected universities such as the University of Chicago, Northwestern University, and DePaul University, adding to its academic prestige.

Real Estate Practices: What’s Different?

Chicago real estate offers a mix of historic brownstones, modern condos, and single-family homes in both city and suburban settings. Housing costs are much more accessible than on Long Island, giving buyers more options at lower prices.

Closing practices differ by state, with attorneys involved in Illinois transactions. Property tax structures and assessments can also vary, so it’s important to plan carefully. Eric Berman with Compass Real Estate can explain these differences and connect you with Chicago experts.

Logistics of the Move

The relocation from Long Island to Chicago spans nearly 800 miles, requiring long-distance movers and possible vehicle transport. Chicago winters are harsher than Long Island’s, with heavy snow and frigid temperatures, so preparing for climate adjustments is important.

Transportation in Chicago includes the CTA subway (“L”), buses, and commuter trains, making car-free living possible in the city. Suburbs, however, are more car-dependent.

Community & Quality of Life

Chicago offers diverse neighborhoods and suburban options:

  • Lincoln Park & Lakeview: Popular with young professionals and families.

  • The Loop: Downtown living with easy access to jobs and culture.

  • Wicker Park & Logan Square: Trendy, artsy neighborhoods.

  • Suburbs like Naperville or Evanston: Family-friendly, with excellent schools.

The city boasts world-class restaurants, theaters, museums, and sports teams. Compared to Long Island’s suburban beach lifestyle, Chicago emphasizes urban vibrancy and Midwestern hospitality.

Tips for a Smooth Transition

  1. Prepare for harsh winters with snow and cold temperatures.

  2. Research Illinois property tax rates and structures.

  3. Explore neighborhoods carefully — Chicago varies greatly by area.

  4. Consider proximity to public transit if living in the city.

  5. Work with Eric Berman with Compass Real Estate for relocation advice and trusted Chicago-area connections.

Your Move to Chicago

Relocating from Long Island to Chicago provides affordability, opportunity, and a rich cultural lifestyle. With Eric Berman with Compass Real Estate supporting your move, you’ll have expert guidance, a strong referral network, and confidence in making your transition smooth and successful.